Shandaken vacation rentals

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Discover a selection of 12 homes, 10 cabins, and other vacation rentals in Shandaken that are perfect for your trip. Whether you're traveling with your kids or with friends, vacation homes have the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. No matter what you're looking for, you'll find a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Shandaken

Showing deals for:Sep 25 - Oct 2

Image gallery for Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!

Tannersville Farmhouse in the summer!
10 out of 10, Exceptional, (87 reviews)
Exceptional
(87 reviews)

Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!

Tannersville

13% off
Price is $1,308
$9,154 for 7 nights
All fees included
Start thinking about Fall Foliage! Hot tub, fabulous kitchen, views everywhere!

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Find out more about Shandaken

Why visit Shandaken

  • Outdoor Adventures: Shandaken offers thrilling skiing and winter sports opportunities in the beautiful Catskill Mountains.
  • Scenic Excursions: Explore nearby Pleasant Valley for breathtaking views and nature-filled adventures.
  • Charming Accommodations: Choose from cozy cabins, private homes, and charming cottages for a perfect getaway.
  • Family-Friendly Activities: Enjoy a variety of fun-filled activities suitable for families and adventure seekers alike.
  • Relaxing Atmosphere: Unwind in the serene environment, surrounded by captivating mountain scenery.

Popular types of accommodation in Shandaken

Shandaken offers a variety of vacation rental options, including houses, cozy cabins, and charming cottages. Whether you’re looking for a relaxing getaway with a hot tub or a fun-filled stay with a swimming pool, you’ll find the perfect accommodation to suit your needs. Enjoy the peace of mind that comes with our transparent information and savings, ensuring your trip is both enjoyable and stress-free.

  • Houses: The top choice for travelers in Shandaken, offering spacious accommodations perfect for families or groups looking for a home-like experience.
  • Cabins: A close second, cabins provide a charming escape into nature, ideal for those seeking tranquility and rustic charm.
  • Cottages: These delightful and cozy spaces rank third, perfect for couples or small families wanting a quaint getaway.
  • Chalets: Fourth on the list, chalets offer a unique blend of comfort and alpine aesthetics, great for a picturesque retreat.
  • Apartments: Lastly, apartments are a convenient option for those wanting a more urban feel while still being close to Shandaken's natural beauty.**

Top attractions near Shandaken

Shandaken, New York, is an ideal destination for adventure seekers, offering thrilling opportunities for skiing, sports, and outdoor exploration. Visitors can enjoy stunning mountain views and visit nearby ski resorts, while also appreciating the local culture and scenery. Whether you're looking for a relaxing beach day or an exhilarating outdoor experience, Shandaken has something for everyone to enjoy during their vacation.

  • Catskill Mountains: Experience breathtaking outdoor adventures with stunning scenery, perfect for hiking, rock climbing, and photography. The majestic peaks and lush valleys offer a serene escape into nature, just 8 miles from Shandaken.
  • Belleayre Beach at Pine Hill Lake: Enjoy a relaxing day at this beautiful beach, located 4 miles away. Perfect for swimming, picnicking, and sunbathing, it provides a serene atmosphere surrounded by nature.
  • Windham Mountain Resort: A 14-mile drive brings you to this premier ski resort, where you can hit the slopes, enjoy snowboarding, and partake in thrilling outdoor activities amidst picturesque mountain views.

Things to do recommended for couples

Planning a romantic getaway in Shandaken? Enjoy thrilling skiing at Belleayre Mountain Ski Center or relax together at the Copperhood Retreat & Spa. For more adventure, take a ride on the Zephyr Express Ski Lift and soak in the stunning views. Perfect for couples.

Things to do recommended for families

Families can enjoy the Pine Hill Community Center, a recreation hub just 4 miles from Shandaken, offering wellness activities and a relaxing atmosphere perfect for all ages. It's a great spot for kids to engage in fun and enriching experiences while parents unwind.

Things to do recommended for groups

Groups visiting Shandaken can hike the scenic Giant Ledge Trailhead for adventure and breathtaking views. Enjoy a captivating performance at Mount Tremper Arts, perfect for a cultural night out, or browse through the unique offerings at the Woodstock Music Shop for a memorable shopping experience.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Shandaken

When planning your trip, whether it's with a group, family, or pets, or if you're seeking extended stays, be sure to use the appropriate filters to meet your priorities. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Shandaken with a group: Think about how many bedrooms you'll require, as well as features like a full kitchen or outdoor areas for group gatherings. The good news is that you can easily filter for all of these options and more on Vrbo.
  • Traveling to Shandaken with young kids: Traveling with young kids can be a bit tough. It’s important to prioritize their comfort and safety, along with having suitable amenities like a private pool. Additionally, keeping in mind how close you are to family-friendly attractions is a smart move.
  • Taking your pets with you to Shandaken: For many families, a vacation just isn't the same without their furry companion. If that resonates with you, take a look at Vrbo listings that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds to ensure that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Shandaken: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to consider adding options like a parking space, a well-equipped kitchen, or a private pool to enhance your search.

Where to stay near Shandaken

Shandaken, New York, is a hidden gem for adventure seekers and families alike. Nestled in the picturesque Catskill Mountains, this charming town offers a perfect blend of relaxation and outdoor fun. Explore nearby Pleasant Valley for scenic excursions, or hit the slopes for thrilling winter sports. With its serene atmosphere and captivating scenery, Shandaken is an ideal destination for anyone looking to unwind and enjoy nature's beauty.

  • The Catskills: Located 12 miles from Shandaken, The Catskills is a renowned destination for outdoor enthusiasts and adventure seekers. This picturesque region boasts stunning mountain scenery, serene lakes, and expansive parks that offer a variety of recreational activities. Popular for skiing in the winter months, The Catskills features well-maintained ski resorts and fields, making it a top spot for winter sports. In the warmer months, visitors can explore hiking trails, enjoy fishing, or simply relax in the beautiful natural surroundings. The unparalleled views and vibrant autumn foliage also make it a perfect getaway year-round.
  • Big Indian: Just 3 miles from Shandaken, Big Indian is a charming community that attracts adventurers and sports enthusiasts alike. This small town is a gateway to thrilling outdoor activities, particularly skiing, with its close proximity to ski resorts and fields. The landscape is characterized by majestic mountains and tranquil lakes, perfect for rustic exploration and scenic picnics. Visitors can engage in various sports, including hiking and biking, while enjoying the breathtaking scenery. Big Indian’s cozy atmosphere and outdoor offerings make it an ideal stop during your vacation.
  • Phoenicia: Located 5 miles away from Shandaken, Phoenicia is a quaint town that offers a delightful blend of adventure and scenic beauty. Known for its outdoor experiences, this vibrant destination is surrounded by stunning mountains and inviting lakes, ideal for activities like kayaking and fishing. The town is also close to popular ski resorts, providing ample opportunities for skiing in the winter. During your visit, you can explore local shops, enjoy dining at charming eateries, and take in the breathtaking scenery that Phoenicia has to offer. This charming community welcomes those seeking both adventure and relaxation.

Best time to go to Shandaken

If you're planning a trip to Shandaken, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in May and July to August, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January20.1°F (-6.6°C)Light RainMostly CloudyModerately LowSlightly High
February21.7°F (-5.7°C)Light RainMostly CloudyAverageSlightly High
March29.1°F (-1.6°C)Light RainMostly CloudyAverageSlightly Low
April40.8°F (4.9°C)Light RainMostly CloudyAverageSlightly Low
May52.9°F (11.6°C)Light RainMostly CloudyModerately HighAverage
June60.3°F (15.7°C)Light RainMostly CloudyAverageAverage
July66.0°F (18.9°C)Light RainMostly SunnyModerately HighAverage
August63.9°F (17.7°C)Light RainMostly SunnyModerately HighAverage
September57.6°F (14.2°C)Light RainMostly CloudyAverageSlightly Low
October46.9°F (8.3°C)Light RainMostly CloudyAverageAverage
November34.7°F (1.5°C)Light RainMostly CloudyModerately LowAverage
December26.8°F (-2.9°C)Light RainMostly CloudyModerately LowSlightly High

Booking with Vrbo is a breeze

Are you hoping to cut costs on your upcoming journey? Being flexible with your travel dates can really help, as prices tend to vary. Additionally, booking a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and rental type.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use platform where you can plan new trips, continue from where you last stopped, or manage your travel arrangements. You can view your saved or booked properties organized into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

The majestic setting of Shandaken is ready to explore

The mountains and other outdoor surroundings create an inviting atmosphere in Shandaken. One of the city's many top draws is its spas. With a vacation rental, you get a home away from home. Many rentals offer full kitchens and outdoor grills for some home cooking.

Activities and attractions in Shandaken

Do you want to find things to do in the area? Venture out of your vacation home and experience everything that makes Shandaken a fun place to get away. Here are some of the most popular attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Copperhood Retreat & Spa (2.3 mi / 3.6 km)
  • Belleayre Mountain Ski Center (5.7 mi / 9.1 km)
  • Hunter Mountain (10.4 mi / 16.8 km)
  • Straus Center - Frost Valley YMCA (11.9 mi / 19.1 km)
  • Windham Mountain Resort (13.8 mi / 22.2 km)
  • Indian Head Mountain (15 mi / 24.2 km)

Exploring the natural landscape of Shandaken

Whether you're an active traveler or just want to appreciate the scenery, Shandaken is a great place to get outside. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Catskill Mountains (7.7 mi / 12.4 km)
  • Belleayre Beach (4 mi / 6.4 km)
  • Slide Mountain (8.4 mi / 13.5 km)
  • East Branch Delaware River (13.1 mi / 21 km)
  • Overlook Mountain Trailhead (14.4 mi / 23.2 km)
  • Mountain Top Arboretum (15.1 mi / 24.3 km)

Frequently asked questions

What is the best area to stay in Shandaken, New York, United States of America when booking a vacation rental?
When considering a stay in Shandaken, New York, one of the best areas to explore is the charming neighborhood of Phoenicia. This quaint village offers a delightful blend of natural beauty and local culture, making it a great spot for vacation rentals. Phoenicia is known for its stunning surroundings, with the breathtaking Catskill Mountains as a backdrop. A highlight of the area is the Esopus Creek, which provides fantastic opportunities for fishing, kayaking, and hiking along the scenic trails.

Another appealing neighborhood is Mount Tremper, which boasts a more tranquil atmosphere and easy access to outdoor activities. Here, you can enjoy the stunning views and the nearby trails of the Catskill Park. A must-visit attraction in this area is the famous Zen Mountain Monastery, which offers peaceful grounds and a chance to connect with nature.

Overall, Shandaken has a variety of vacation rental options, especially around these neighborhoods, allowing visitors to immerse themselves in the beauty of the Catskills while enjoying the vibrant local community.
How much does it cost to rent a vacation home in Shandaken?
Prices for vacation rentals in Shandaken vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Shandaken to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Shandaken vacation house rentals?
You can find great discounts on house rentals in Shandaken on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Shandaken ski resort rentals?
For the best ski resort rentals near Shandaken, travelers should focus on the nearby area of Phoenicia and the slopes of Belleayre Mountain, which is just a short drive away. In Phoenicia, visitors can find a variety of vacation rentals, including cozy cabins and charming cottages that often come with amenities such as wood-burning stoves, outdoor decks, and fully equipped kitchens, making them superb for a relaxing winter getaway after a day on the slopes.

The area around Belleayre Mountain itself features convenient access to ski-in/ski-out lodges and condos, which are ideal for those wanting immediate access to the ski lifts. These accommodations typically provide ski storage, fireplaces, and communal areas for socializing, enhancing the overall experience for guests.

Additionally, the nearby town of Pine Hill offers further options with rustic lodges and modern chalets, many of which boast beautiful mountain views, hot tubs, and access to local dining options.
What is the most popular type of vacation rental accomodation in Shandaken?
In Shandaken, vacation houses and cabins are the most popular types of rentals, with around 10 of each available in the area. These properties are often situated in serene, wooded settings, providing a peaceful escape for travelers looking to enjoy the natural beauty of the Catskills. Most vacation houses and cabins come equipped with amenities such as fully equipped kitchens, spacious living areas, and outdoor decks or patios, making them ideal for families or groups.

Additionally, there are several apartments and cottages available, offering a variety of options for those seeking a cozier stay. These accommodations typically include essential amenities and are located close to local attractions, ensuring guests have a comfortable and enjoyable experience.
Are there any family house rentals in Shandaken?
In Shandaken, New York, there are numerous family-friendly house rentals available—around 20 options to choose from. This charming area, located in the scenic Catskills, offers a variety of spacious homes great for family gatherings. Many of these properties feature open living spaces, well-equipped kitchens for preparing meals together, and outdoor areas where children can play and explore.

Visitors can enjoy amenities such as cozy fireplaces, game rooms, and porches that allow for relaxation while taking in the beautiful mountain views. The locale is also close to natural attractions like the Slide Mountain Wilderness Area and the Ashokan Reservoir, providing opportunities for hiking, fishing, and other outdoor activities. See all family-friendly rentals in Shandaken.
Can I rent a vacation home with a pool or hot tub in Shandaken?
In Shandaken, there are several vacation homes available for rent that feature pools and hot tubs, making it an appealing destination for travelers seeking relaxation and enjoyment. The area is located in the scenic backdrop of the Catskill Mountains, providing a tranquil environment for your stay. Many of these properties come equipped with private pools, hot tubs, and spacious outdoor areas, superb for soaking up the natural beauty of the surroundings. Travelers can also expect amenities such as fully equipped kitchens, comfortable living spaces, and sometimes even game rooms or fire pits, enhancing the overall vacation experience. Find your rental in Shandaken with a pool or a hot tub.
Can I find long-stay vacation rentals in Shandaken?
A long-stay vacation rental in Shandaken is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there pet-friendly house rentals in Shandaken?
In Shandaken, travelers can find a variety of pet-friendly house rentals, with around 18 options available to choose from. The area is surrounded by the stunning Catskill Mountains, offering a picturesque backdrop for vacationers. Many of these rentals come equipped with modern amenities such as full kitchens, spacious living areas, and outdoor spaces where pets can roam freely.

Shandaken is known for its access to outdoor activities, making it a great destination for nature lovers and their furry companions. Nearby, the beautiful Slide Mountain Wilderness Area provides numerous hiking trails that welcome pets, allowing for adventurous outings in the fresh mountain air. Additionally, the charming town atmosphere of Shandaken features local shops and eateries that are often pet-friendly, enhancing the overall experience for visitors traveling with pets. See all pet-friendly rentals in Shandaken.
Are there any remote work vacation rentals in Shandaken?
In Shandaken, New York, there are several remote work-friendly vacation rentals available, with around 22 options to choose from. This charming area, located in the Catskill Mountains, offers a peaceful environment ideal for productivity. Many properties come equipped with amenities such as high-speed Wi-Fi, dedicated workspaces, and comfortable desk chairs, enabling travelers to work efficiently while enjoying the stunning natural surroundings.

Shandaken is close to outdoor attractions like the Slide Mountain Wilderness Area, which provides excellent hiking and nature exploration opportunities during downtime. The local town is also home to quaint shops and eateries, adding to the overall experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Shandaken vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Shandaken with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
What are popular rental amenities in Shandaken?
In Shandaken, popular rental amenities include fully equipped kitchens, allowing guests to prepare their own meals during their stay. Many rentals also feature decks or patios, providing outdoor spaces to relax and enjoy the natural surroundings. Pet-friendly options are available, accommodating travelers who wish to bring their furry companions along. Onsite parking is typically offered, making it convenient for those driving to the area. Additionally, many rentals come with coffee and tea makers, ensuring guests can enjoy their morning brew in comfort.
When is the best time to visit Shandaken for a vacation rental?
The best time to visit Shandaken for a vacation rental is during the peak season from May to July. May, in particular, stands out as the most popular month, offering a vibrant blend of blooming landscapes and outdoor activities. As the weather warms up, temperatures typically range from the mid-40s to mid-70s Fahrenheit, creating ideal conditions for hiking, biking, and exploring the stunning Catskill Mountains.

During this time, visitors can engage in the lush greenery and take advantage of the many scenic trails that cater to various skill levels. The nearby Phoenicia and the breathtaking vistas along the Slide Mountain Wilderness are great for outdoor enthusiasts looking to experience nature at its finest.

For those who prefer a more budget-friendly option, consider planning your visit in December. While this month is less crowded, the charm of a winter getaway can be enchanting, with opportunities for snow sports and cozy evenings by the fire. Embrace the quieter atmosphere to enjoy a peaceful retreat amidst the beauty of nature.
How early should I book a Shandaken vacation rental?
Book your Shandaken vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Shandaken, New York, United States of America?
In Shandaken, visitors can enjoy a variety of attractions that showcase the natural beauty and outdoor activities of the area. The nearby Catskill Mountains provide stunning hiking trails, with popular spots like Slide Mountain and Ashokan High Point offering breathtaking views and challenging climbs. The town is also close to the picturesque Phoenicia, where travelers can explore local shops, restaurants, and the scenic Esopus Creek, known for its tubing and fishing opportunities.

For those interested in winter sports, the area is a short drive from ski resorts such as Belleayre, which offers skiing, snowboarding, and snowshoeing in the colder months. Additionally, the nearby Catskill Park features numerous trails for hiking and biking during the warmer months, making it a year-round destination for outdoor enthusiasts.
Can I change or cancel my Shandaken home rental booking on Vrbo?
To find Shandaken vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Shandaken vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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